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How to get fromWinnipeg to Kissimmeeby plane, train, bus, car, or train (Amtrak)

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There are 6 ways to get from Winnipeg to Kissimmee by plane, train, bus, car, or train (Amtrak)

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Fly to Orlando

    best
    1. Fly from Winnipeg J. A. Richardson International Airport (YWG) to Orlando (MCO)plane plane YWG - MCO
    7h 54m
    $236–658

  2. Fly to Tampa, train

    cheapest
    1. Fly from Winnipeg J. A. Richardson International Airport (YWG) to Tampa (TPA)plane plane YWG - TPA
    2. Take the train from Tampa to Kissimmee Amtrak Stationtrain train
    12h 30m
    $172–658

  3. Train, bus via Atlanta

    1. Take the train from Winnipeg to Toronto Union Stationtrain train
    2. Take the bus from Toronto to Detroit Bus Stationbus bus
    3. Take the bus from Detroit Bus Station to Atlanta Bus Stationbus bus
    4. Take the bus from Atlanta Bus Station to Orlandobus bus
    3d 2h
    $614–1,107

  4. Drive 1,980.8 mi

    1. Drive from Winnipeg to Kissimmeecar car 1,980.8 mi
    33h 20m
    $454–655

  5. Train

    1. Take the train from Winnipeg to Toronto Union Stationtrain train
    2. Take the train from Toronto Union Station to New York Penn Stationtrain train
    3. Take the train from Ny Moynihan Train Hall At Penn Station to Kissimmee Amtrak Stationtrain train
    3d 4h
    $832–1,745

  6. Train, bus

    1. Take the train from Winnipeg to Toronto Union Stationtrain train
    2. Take the bus from Toronto to Buffalobus bus
    3. Take the bus from Buffalo, Ny to Pittsburgh, Pabus bus 530
    4. Take the train from Pittsburgh Amtrak Station to Kissimmee Amtrak Stationtrain train
    3d 8h
    $802–1,785

Winnipeg to Kissimmee by train and bus

Calendar2Weekly Services
Duration3d 2hAverage Duration
Ticket$614Cheapest Price
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Questions & Answers

Map of how to get from Winnipeg to Kissimmee.ExpandLaunch map view
  • Distance: 1,725.3 mi
  • Duration: 7h 54m

What companies run services between Winnipeg, MB, Canada and Kissimmee, FL, USA?

WestJet, Delta, and two other airlines fly from Winnipeg J. A. Richardson International Airport (YWG) to Orlando (MCO) every 4 hours. Alternatively, you can take a train from Winnipeg to Kissimmee Amtrak Station via Toronto Union Station, Penn Station, and Ny Moynihan Train Hall At Penn Station in around 3d 4h.

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